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Movies Like Transgendered Bosses

If you liked Transgendered Bosses (2019), a romance movie directed by Jim Powers, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1The Matchmaker's Playbook

    The Matchmaker's Playbook (2018)

    ★ 7.1/10Also romance

    After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But…

  2. 2Gabriel's Rapture: Part I

    Gabriel's Rapture: Part I (2021)

    ★ 7.8/10Also romance

    In the fourth instalment of the Gabriel's Inferno series, Professor Gabriel Emerson has embarked on a passionate, yet clandestine affair with his former student Julia Mitchell, but when they return from their romantic…

  3. 3Frequencies

    Frequencies (2013)

    ★ 6.6/10Also romance

    The story of the forbidden relationship between a 'low born' boy and a 'high born' girl in an alternate reality where every person's relationships and life worth are determined by their innate 'frequencies'.

  4. 4Attraction

    Attraction (2001)

    ★ 6.9/10Also romance

    A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.

  5. 5Double Holiday

    Double Holiday (2019)

    ★ 7/10Also romance

    Rebecca must throw the company holiday party with office rival, Chris. It coincides with Hanukkah, so she must juggle her work, family traditions, and nemesis to make the party a success.

  6. 6Scaramouche

    Scaramouche (1952)

    ★ 7/10Also romance

    In 18th-century France, a young man masquerades as an actor to avenge his friend's murder.

  7. 7Every Day

    Every Day (2018)

    ★ 7.2/10Also romance

    16-year old Rhiannon falls in love with a mysterious spirit named “A” that inhabits a different body every day. Feeling an unmatched connection, Rhiannon and “A” work each day to find each other, not knowing what the…

  8. 8Prince Charming

    Prince Charming (2001)

    ★ 6.9/10Also romance

    After an extramarital indiscretion, a fairy-tale prince and his sidekick are turned into frogs for all eternity or until the prince can convince a maiden to kiss and then marry him.

  9. 9Sisters of the Groom

    Sisters of the Groom (2017)

    ★ 6.5/10Also romance

    When Sarah needs to impress a corporate bigwig in order to help her sister's catering business, she finds herself agreeing to be his son’s pretend date to a family wedding

  10. 10Night Train to Lisbon

    Night Train to Lisbon (2013)

    ★ 6.5/10Also romance

    Raimund Gregorius, having saved a beautiful Portuguese woman from leaping to her death, stumbles upon a mesmerizing book by a Portuguese author, which compels him to suddenly abandon the boring life he has led for…

  11. 11Gabriel's Rapture: Part II

    Gabriel's Rapture: Part II (2022)

    ★ 8.1/10Also romance

    In the fifth installment of the Gabriel's Inferno series, Gabriel and Julia’s happiness is threatened by a conspiring student and academic politics. When Gabriel is confronted by the university administration, will he…

  12. 12The Thomas Crown Affair

    The Thomas Crown Affair (1968)

    ★ 6.8/10Also romance

    A debonair, adventuresome bank executive believes that he has pulled off the perfect multi-million dollar heist--until he must match wits with an insurance investigator who will do anything to get her man.

  13. 13X

    X (2011)

    ★ 6.4/10Also romance

    A veteran call girl and a runaway prostitute witness a murder which sends them on an out-of-control roller coaster ride through the twilight zone of sex-for-sale.

  14. 14Marry Me at Christmas

    Marry Me at Christmas (2017)

    ★ 6.4/10Also romance

    Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t…

  15. 15Brigadoon

    Brigadoon (1954)

    ★ 6.6/10Also romance

    Americans Jeff and Tommy, hunting in Scotland, stumble upon a village - Brigadoon. They soon learn that the town appears once every 100 years in order to preserve its peace and special beauty. The citizens go to bed at…

  16. 16Holiday Date

    Holiday Date (2019)

    ★ 6.5/10Also romance

    When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

  17. 17Hellfighters

    Hellfighters (1968)

    ★ 6.3/10Also romance

    The adventures of oil well fire specialist Chance Buckman (based on real-life Red Adair), who extinguishes massive fires in oil fields around the world.

  18. 18The World in His Arms

    The World in His Arms (1952)

    ★ 6.6/10Also romance

    A boisterous sea captain in the Pacific Coast, circa 1850, has a plan to buy Alaska from the Russians… if they don’t kill him first.

  19. 19One Starry Christmas

    One Starry Christmas (2014)

    ★ 6.5/10Also romance

    An aspiring astronomy professor finds unexpected Christmas romance when she meets a charming cowboy during her holiday travel. As she decides between this new cowboy and her practical boyfriend, she must decide whether…

  20. 20The Tourist

    The Tourist (2010)

    ★ 6.2/10Also romance

    American tourist Frank meets mysterious British woman Elise on the train to Venice. Romance seems to bud, but there's more to her than meets the eye.

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